We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation rentals in Montalcino, Italy

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
All 142 Rentals in Montalcino
loading...
Sort by
From
$6,322
Per Week
3 Bedrooms, 3 Bathrooms, Sleeps 6
10 photos Details
Make Enquiry
From
$2,836
Per Night
9 Bedrooms, 2 Bathrooms, Sleeps 18
29 photos Details
Make Enquiry
From
$2,387
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 7
22 photos Details
Make Enquiry
Also consider
Suite d'Artista: Botto & Bruno
2 Bedrooms, sleeps 4
$238 - $329 / night
Casa Marta
2 Bedrooms, sleeps 6
$1,005 - $2,015 / week
Suite Artista: Cannavacciuolo
1 Bedroom, sleeps 3
$192 - $268 / night
Agriturismo Antica Grancia di Quercecchio
14 Bedrooms, sleeps 26
$174 / night
From
$2,168
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
Make Enquiry
From
$7,198
Per Week
8 Bedrooms, 8 Bathrooms, Sleeps 14
15 photos Details
Make Enquiry
From
$7,503
Per Week
5 Bedrooms, 5 Bathrooms, Sleeps 10
19 photos Details
Make Enquiry
From
$5,984
Per Week
6 Bedrooms, 1 Bathroom, Sleeps 12
15 photos Details
Make Enquiry
From
$658
Per Week
1 Bedroom, 1 Bathroom, Sleeps 2
23 photos Details
Make Enquiry
Get the List
From
$2,687
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 7
16 photos Details
Make Enquiry
From
$1,012
Per Week
1 Bedroom, 1 Bathroom, Sleeps 2
24 photos Details
Make Enquiry
From
$170
Per Week
5 Bedrooms, 3 Bathrooms, Sleeps 10
23 photos Details
Make Enquiry
From
$170
Per Week
5 Bedrooms, 5 Bathrooms, Sleeps 10
24 photos Details
Make Enquiry
From
$333
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
9 photos Details
Make Enquiry
From
$795
Per Night
6 Bedrooms, 7 Bathrooms, Sleeps 12
12 photos Details
Make Enquiry
From
$8,338
Per Week
5 Bedrooms, 5 Bathrooms, Sleeps 10
12 photos Details
Make Enquiry
From
$3,815
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
73 photos Details
Make Enquiry
From
$333
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
10 photos Details
Make Enquiry
From
$2,168
Per Week
5 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
Make Enquiry
From
$267
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
10 photos Details
Make Enquiry
From
$217
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
8 photos Details
Make Enquiry
From
$180
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
10 photos Details
Make Enquiry
From
$6,733
Per Week
6 Bedrooms, 5 Bathrooms, Sleeps 12
12 photos Details
Make Enquiry
From
$3,612
Per Week
7 Bedrooms, 6 Bathrooms, Sleeps 18
12 photos Details
Make Enquiry
From
$4,292
Per Week
3 Bedrooms, 3 Bathrooms, Sleeps 6
28 photos Details
Make Enquiry
From
$1,301
Per Week
2 Bedrooms, 1 Bathroom, Sleeps 4
24 photos Details
Make Enquiry
From
$362
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
21 photos Details
Make Enquiry
From
$4,551
Per Week
5 Bedrooms, 4 Bathrooms, Sleeps 10
13 photos Details
Make Enquiry
From
$289
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
19 photos Details
Make Enquiry
From
$492
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
Make Enquiry
From
$362
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
24 photos Details
Make Enquiry
From
$160
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
19 photos Details
From
$180
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
10 photos Details
Make Enquiry
From
$1,228
Per Night
22 Bedrooms, 25 Bathrooms, Sleeps 44
24 photos Details
Make Enquiry
From
$2,687
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 7
40 photos Details
Make Enquiry
From
$2,210
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 8
23 photos Details
Make Enquiry
From
$338
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 7
27 photos Details
Make Enquiry
From
$1,631
Per Night
7 Bedrooms, 8 Bathrooms, Sleeps 14
28 photos Details
Make Enquiry
From
$3,612
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 6
13 photos Details
Make Enquiry
From
$1,282
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 16
55 photos Details
Make Enquiry
From
$1,301
Per Week
2 Bedrooms, 1 Bathroom, Sleeps 4
15 photos Details
Make Enquiry
Go to map view
Book Online(43)
Use filters to find the best results!

Suitability

  • Wheelchair access (10)
  • Elder access (63)
  • Suitable for children (87)
  • Pet friendly (39)
  • Smoking allowed (29)

Amenities

  • All pools (109)
  • Internet (89)
  • Parking (72)
  • Garden (70)
  • Grill (70)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List